RE: Massachusetts
Finding a spot to hunt is the hardest thing to do in Mass.. but when you do, it is in the top 10 states in the country for maturity and size of racks/deer. Last year or the year before the state gave up a 200 inch typical, and many 170+ class deer grow old and die here. Being a bowhunter I recommend searching for pockets of property just outside the 128/95 belt. Many of the towns in this area ban all types of hunting, but finding a few acres of private property in the Weston/Lincoln/Sudbury area could produce a class of deer that isn't seen in PA very often. Average rack size in Mass is the largest in New England.
Unlike PA, you shouldn't be looking for farm country .. suburban hunting is where the best bucks are here. Pockets of property accessible by water only is a great way to find deer, check out the Merrimack, Nashua and other rivers if you have a canoe.
There are a lot of hunters here, and not a lot of room. Public land is best in the Western part of the state. Also, seriously consider taking a ferry to Nantucket this coming fall. The island is only 7 miles long, but has deer densities worse than PA, and many guys tag multiple deer there in a weekend. Also, one of the few places you can be huntijng with the sound of the surf in your ears.